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December 6th
Holly Jolly Days

There are future dates for this event.

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Make your shopping experience extra special during Holly Jolly Days in Downtown Midland. On December 6-8, guests can find special holiday shopping deals, view beautifully-painted holiday window displays, cozy up by the outdoor fireplaces while enjoying a Commons beverage, and participate in family festivities.


Help us kick off Holly Jolly Days with our annual Jingle Bell Fun Run Walk on December 5 at 6:30 p.m. This fun, free 1-mile run or walk begins at 6:30 p.m. at the corner of Ashman and Main Streets in Downtown Midland. It’s not a timed race, so people of all ages are welcome to take their time and come dressed in their best festive gear (holiday sweaters, Santa hats, cool socks, etc.). All registered participants will receive a jingle bell bracelet to wear during the event. Furry friends and strollers are welcome – the more, the merrier!
Join Downtown Midland bars for our third annual Ugly Sweater Bar Crawl on Friday, December 6 starting at 7 p.m.!


In addition, complimentary horse-drawn carriage rides provided by Town’s End Clydesdales & Carriage will be available during the following days and times. Pick up will be located in front of the H Hotel:

  • Friday, December 6 from 5-9 p.m.
  • Saturday, December 7 from 12-4 p.m.
  • Sunday, December 8 from 12-4 p.m.

Thank you to Brinstar Arcade Bar & Grill for sponsoring Holly Jolly Days!


Support local businesses in Downtown Midland this holiday season! Participating businesses below:

  • Ace Hardware & Sports
  • Aviator Cookie Company: Get deals on merchandise and discounts on half-dozen and dozen cookie orders!
  • Blu Midland: Try a gourmet hot cocoa flight!
  • Bookmarks
  • Brinstar Arcade Bar & Grill: Get $1 off all eggrolls, cocktails and beer (excluding flights) from 11 a.m. to 5 p.m.
  • Coyer Candle Co.
  • Craft Hemp Company: Stop in for free snacks and a DIY gift wrapping station!
  • FILL: Stop in for a DIY gift wrapping station and get a free $5 gift card when you purchase a $25 gift card!
  • Grape Beginnings Winery: Take $2 off glasses and flights and there are additional bottle sales!
  • Health Hut: Swing by Health Hut and check out some handmade bath bomb ornaments and dip mix ornaments! Additionally, see our customized fruit and nut trays or gluten and dairy free holiday treats!
  • Heather ‘n Holly: Gourmet caramel corn will be buy 2 get 1 free, buy 1/2 lb of fudge and get 1/4 lb of fudge free, and additional sales on holiday decorations!
  • Joyful Tantrum & Serendipity Road: Enjoy a gift box building station with tissue paper to top off your purchases and get them ready for the holidays!
  • Little Forks Outfitters: Take advantage of our free gift wrapping station when shopping!
  • Nor’East Outdoors: Buy one get one 50% off kayak trip voucher for the 2025 season! 50% off any winter 2024/2025 classes! Make your own outdoor-themed ornament at a craft station!
  • Peel ‘n Pare
  • Pizza Baker
  • Pizza Sam’s: Get a $25 Pizza Sam’s gift card for $20!
  • Sassy ‘n Chic: Stop in for new merchandise options, a stocking stuffer bar, and specials!
  • Tavern on Main: Enjoy a special menu item to celebrate the holiday season!
  • The H Hotel
  • Three Bridges Distillery & Taproom: Come explore a winter cocktail menu!
  • Twice is Nice
  • WhichCraft Taproom: Come in for free hot cocoa! There will also be adult versions available for purchase.



    Please note that this event runs during the operating hours of each individual businesses, so hours may vary.

Upcoming Dates For This Event

  • Friday, December 6
  • Saturday, December 7
  • Sunday, December 8